Using frustrated Lewis pairs to explore C–F bond activation

2020 ◽  
Vol 49 (4) ◽  
pp. 1319-1324
Author(s):  
Alvaro I. Briceno-Strocchia ◽  
Timothy C. Johnstone ◽  
Douglas W. Stephan
Keyword(s):  
Bond Activation ◽  
Frustrated Lewis Pairs ◽  
Lewis Pairs

Our interest in C–F bond activation prompted an investigation of the reactions of PhC(O)CF3 with a superbasic proazaphosphatrane (Verkade's base) and a corresponding FLP.

Turning Frustration into Bond Activation: A Theoretical Mechanistic Study on Heterolytic Hydrogen Splitting by Frustrated Lewis Pairs

2008 ◽  
Vol 120 (13) ◽  
pp. 2469-2472 ◽  
Author(s):  
Tibor András Rokob ◽  
Andrea Hamza ◽  
András Stirling ◽  
Tibor Soós ◽  
Imre Pápai
Keyword(s):  
Bond Activation ◽  
Mechanistic Study ◽  
Frustrated Lewis Pairs ◽  
Lewis Pairs

scholarly journals Reversible O–H bond activation by an intramolecular frustrated Lewis pair

2019 ◽  
Vol 48 (9) ◽  
pp. 2896-2899 ◽  
Author(s):  
Petra Vasko ◽  
M. Ángeles Fuentes ◽  
Jamie Hicks ◽  
Simon Aldridge
Keyword(s):  
Bond Activation ◽  
Frustrated Lewis Pairs ◽  
Frustrated Lewis Pair ◽  
Lewis Pairs

The interactions of the O–H bonds in alcohols, water and phenol with dimethylxanthene-derived frustrated Lewis pairs (FLPs) have been probed.

Frustrated Lewis Pairs Comprising Nitrogen Lewis Acids for Si–H Bond Activation

2020 ◽  
Vol 132 (52) ◽  
pp. 23682-23685
Author(s):  
Idan Avigdori ◽  
Alla Pogoreltsev ◽  
Alexander Kaushanski ◽  
Natalia Fridman ◽  
Mark Gandelman
Keyword(s):  
Lewis Acids ◽  
Bond Activation ◽  
Frustrated Lewis Pairs ◽  
Lewis Pairs

C–H Bond Activation by Radical Ion Pairs Derived from R3P/Al(C6F5)3 Frustrated Lewis Pairs and N2O

2013 ◽  
Vol 135 (17) ◽  
pp. 6446-6449 ◽  
Author(s):  
Gabriel Ménard ◽  
Jillian A. Hatnean ◽  
Hugh J. Cowley ◽  
Alan J. Lough ◽  
Jeremy M. Rawson ◽  
...  
Keyword(s):  
Bond Activation ◽  
Ion Pairs ◽  
Frustrated Lewis Pairs ◽  
Lewis Pairs

Bis(pentafluorophenyl)phenothiazylborane – A Pseudo Frustrated Radical Pair for the Catalytic Dehydrocoupling of Stannanes

2020 ◽  
Author(s):  
Jordan N. Bentley ◽  
Ekadashi Pradhan ◽  
Tao Zeng ◽  
Christopher B. Caputo
Keyword(s):  
Small Molecules ◽  
Computational Analysis ◽  
Bond Activation ◽  
Radical Pair ◽  
Frustrated Lewis Pairs ◽  
Frustrated Lewis Pair ◽  
Lewis Pairs

The understanding of the mechanism by which frustrated Lewis pairs activate small molecules has been evolving with the discovery that both heterolytic and homolytic bond activation is possible. Herein we characterized a novel Lewis acidic aminoborane containing a phenothiazyl substituent and demonstrate its potential to catalytically promote the dehydrocoupling of tin hydrides. The reactivity observed implies this species promotes homolytic bond activation, however computational analysis suggests a heterolytic mechanism for this reaction. This result represents the first frustrated Lewis pair system to blur the lines between heterolytic and homolytic reactivity.

Boron Lewis Pair Mediated C-H Activation and Borylation

Synthesis ◽  
2021 ◽  
Author(s):  
Frédéric-Georges Fontaine ◽  
Vincent Desrosiers
Keyword(s):  
Transition Metal ◽  
Bond Activation ◽  
Metal Catalysts ◽  
Transition Metal Catalysts ◽  
Frustrated Lewis Pairs ◽  
The Past ◽  
The Subject ◽  
Lewis Pairs

In the past years, the chemistry of Frustrated Lewis pairs enabled a plethora of transformations that would otherwise only be possible using transition metal catalysts. Of particular interest are the C-H bond activation and borylation reactions, which is the subject of this review. The FLP borylation chemistry is compared with the early borylation methodologies using strongly electrophilic borenium ions. We present the mechanism of the C-H borylation using inter- and intramolecular Lewis pairs, along with some applications of these transformations.

Bis(pentafluorophenyl)phenothiazylborane – A Pseudo Frustrated Radical Pair for the Catalytic Dehydrocoupling of Stannanes

2020 ◽  
Author(s):  
Jordan N. Bentley ◽  
Ekadashi Pradhan ◽  
Tao Zeng ◽  
Christopher B. Caputo
Keyword(s):  
Small Molecules ◽  
Computational Analysis ◽  
Bond Activation ◽  
Radical Pair ◽  
Frustrated Lewis Pairs ◽  
Frustrated Lewis Pair ◽  
Lewis Pairs

The understanding of the mechanism by which frustrated Lewis pairs activate small molecules has been evolving with the discovery that both heterolytic and homolytic bond activation is possible. Herein we characterized a novel Lewis acidic aminoborane containing a phenothiazyl substituent and demonstrate its potential to catalytically promote the dehydrocoupling of tin hydrides. The reactivity observed implies this species promotes homolytic bond activation, however computational analysis suggests a heterolytic mechanism for this reaction. This result represents the first frustrated Lewis pair system to blur the lines between heterolytic and homolytic reactivity.

Frustrated Lewis Pairs Comprising Nitrogen Lewis Acids for Si–H Bond Activation

2020 ◽  
Vol 59 (52) ◽  
pp. 23476-23479
Author(s):  
Idan Avigdori ◽  
Alla Pogoreltsev ◽  
Alexander Kaushanski ◽  
Natalia Fridman ◽  
Mark Gandelman
Keyword(s):  
Lewis Acids ◽  
Bond Activation ◽  
Frustrated Lewis Pairs ◽  
Lewis Pairs
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